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Trail Running Calendar near Great Barrington 2025-2026

Explore the top trail runs near Great Barrington for 2025-2026! We've gathered 5 exciting races in the area. Check out our detailed list below to find your next local race.

May 2025
May
17
Saturday

Tails & Trails State Forest Run

Trail Run 5 mi 25 km 50 km
June 2025
Jun
5-8
Th - Su

Ironhike Endurance Series - Spring

Trail Run 15 mi 28 mi ... 61 mi 152 mi
Jun
14
Saturday

Norbrook Farm Brewery Trail Festival

Trail Run 5 km 10 km 4 hr
Jun
21
Saturday

Free to Run Trail Races

Trail Run 15 km 25 km 50 km
July 2025
Jul
11-14
Fr - Mo

Notchview Ultra

Trail Run 6 hr 12 hr ... 48 hr 72 hr
August 2025
Aug
9
Saturday

Sweltering Summer Ultra

Trail Run 8 hr
Aug
23
Saturday

Jug End Loop Ultra

Trail Run 4 mi
September 2025
Sep
21
Sunday

Angevine Farm Trail Festival

Trail Run 5 km 13 mi 8 hr
October 2025
Oct
2-5
Th - Su

IronHike Endurance Series

Trail Run 15 mi 28 mi ... 61 mi 152 mi
Oct
12
Sunday

Mohawk Mountain Race

Trail Run 5 km 10 km 13 mi 26 mi
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